| Identification | Back Directory | [Name]
Herboxidiene | [CAS]
142861-00-5 | [Synonyms]
GEX1A
TAN-1609
Herboxidiene
2-((2R,5S,6S)-6-((S,2E,4E)-7-((2R,3R)-3-((2R,3R,4R)-4-hydroxy-3-methoxypentan-2-yl)-2-methyloxiran-2-yl)-6-methylhepta-2,4-dien-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetic acid
L-glycero-L-gluco-Heptitol, 5,6-anhydro-6-C-[(2S,3E,5E)-6-[(2S,3S,6R)-6-(carboxymethyl)tetrahydro-3-methyl-2H-pyran-2-yl]-2-methyl-3,5-heptadien-1-yl]-1,4,7-trideoxy-4-methyl-3-O-methyl- | [Molecular Formula]
C25H42O6 | [MDL Number]
MFCD09752733 | [MOL File]
142861-00-5.mol | [Molecular Weight]
438.6 |
| Chemical Properties | Back Directory | [Boiling point ]
567.9±35.0 °C(Predicted) | [density ]
1.056±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Soluble in DMSO or Ethanol | [form ]
solid | [pka]
4.38±0.10(Predicted) | [color ]
White | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months. | [LogP]
3.459 (est) |
| Hazard Information | Back Directory | [Description]
Herboxidiene (142861-00-5) is a novel polyketide fermentation product produced by Streptomyces chromofuscus, originally discovered by screening for herbicidal activity. Potent and selective inhibitor of spliceosome subunit SF3b.2?Specifically targets SAP155, a subunit of SF3b responsible for pre-mRNA splicing.3?Displays anti-angiogenic activity via down-regulation of VEGFR-2 and HIF-1α.4?Spliceosome inhibitors have attracted enormous attention due to their potential use in cancer treatment.5 | [Uses]
Herboxidiene is an anticancer agent. Herboxidiene is used in the lowering of plasma cholesterol, pre-mRNA splicing-modulatory action and in anti-tumor activity in numerous cell lines. It also exhibits herbicidal properties. | [storage]
Store at -20°C,protect from light | [References]
1) Miller-Wideman?et al.?(1992),?Herboxidiene, a new herbicidal substance from Streptomyces chromofuscus A7847. Taxonomy, fermentation, isolation, physio-chemical and biological properties; J. Antibiot. (Tokyo),?45?914
2) Gao?et al.?(2013),?Comparison of splicing factor 3b inhibitors in human cells; Chembiochem,?14?49
3) Hasegawa?et al.?(2011),?Identification of SAP155 as the target of GEX1A (Herboxidiene), an antitumor natural product; ACS Chem. Biol.,?6?229
4) Jung?et al.?(2015),?Antiangiogenic activity of herboxidiene via downregulation of vascular endothelial growth factor receptor-2 and hypoxia-inducible factor-1α; Arch. Pharm. Res.,?38?1728
5) Martinez-Montiel?et al.?(2016),?Microbial and Natural Metabolites That Inhibit Splicing: A Powerful Alternative for Cancer Treatment;?Biomed. Res. Int.,?2016?3681094 |
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